1442 Essex #4
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1442 Essex #4

Btop 30%

San Diego, CA 92103

$599,000
NEW — 0d
STR: check · no permits in this complex · TOT 12.75%

126 licensed short-term rentals within ½ mile (89 whole home), from the cities' license and permit lists of Nov 6, 2026.

No unit in this 6-unit complex holds a short-term rental license, so nothing shows its HOA allows them. Get the CC&Rs before counting on short-term income.

Pass at asking: -$2,532/mo full cashflow at 20% down, 7.43% rate.

Works at $269,290 (55% under asking), or at 81% down.

Rent $3,336/mo from 16 leases of 2-bed condos & townhomes within 0.5 mi ($2,982–$3,509).

Beds

2

Baths

1.5

Sqft

913

Year Built

1984

Days on Market

0

Property Type

Townhouse

HOA/mo

$500

MLS ID

260026359SD

This property is in San Diego (92103). View neighborhood stats →

About This Property

No neighbors above or below! Central HVAC! In-unit washer/dryer! Private Garage! Outdoor patio!!!! Set behind the gates of an intimate Hillcrest community, this light-filled residence delivers the rare combination of architectural character, privacy, and unbeatable urban convenience. Soaring vaulted ceilings create an immediate sense of volume and drama, while updated vinyl windows flood the interiors with natural light throughout the day. The living space centers around a beautiful fireplace and leads to a private patio designed for effortless indoor-outdoor living. Upstairs, a separate balcony retreat offers the perfect place to unwind after a busy day. Freshly updated with new flooring in most spaces and interior paint, dual pane vinyl windows. Located just moments from Balboa Park and within walking distance to some of San Diego’s best restaurants, cafés, nightlife, and shopping, this is elevated Hillcrest living with easy freeway access and exceptional convenience. A rare opportunity to own a stylish, move-in ready residence in one of San Diego’s most vibrant neighborhoods.

Mortgage Calculator

Est. Monthly Payment

$4,601

Principal & Interest$3,328
Property Tax$599
Insurance$175
HOA$500
%($119,800)
%
Loan Term

Location

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Zoned Schools

  • Elementary

    Birney Elementary · grades K-5 · San Diego Unified

  • Middle

    Roosevelt International Middle · grades 6-8 · San Diego Unified

  • High

    San Diego High · grades 9-12 · San Diego Unified

The district's assigned schools for this parcel, from its attendance boundaries and rules. Boundaries change: confirm with the district before you buy.

Investment Score

44B
Est. Monthly Rent
$3,336

16 leases of 2-bed condos & townhomes within 0.5 mi · $2,982–$3,509

Blended 50/50 with the zip's market median ($3,473)

Monthly Cashflow

Rent − PITIA

-$1,266
Full Cashflow

Incl. vacancy, PM, maint, capex

-$2,532

What would make this work?

$2,532/mo short at 20% down; 81% down or +$3,288/mo rent closes it.

Break-even price

55% under asking

$269,290
Break-even rent

$3,288/mo above the estimate

$6,624/mo
Cashflow at 35% down
−$1,908/mo
Down payment to break even

$485,190 cash

81%
Rate to break even

Negative even at a 0% loan

Not reachable

Mortgage (P+I)
$3,328
Cap Rate
1.93%
Cash-on-Cash
-25.36%
DSCR

Need ≥ 1.25 for DSCR loan

0.72

NOI (Annual)
$11,548
Price-to-Rent

Lower = better for investors

15.0

* Modelled at 20% down, 7.43% rate, 30yr · vacancy 8% · PM 10% · capex 5% · maintenance 1%/yr.

Estimates only. Not financial advice. Verify all figures independently with a licensed professional before making any investment decision.

Open Full Calculator
BCashflow−$2,532/mo